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Check prices for these dates

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Nov 13 - Nov 15
In two weeks
Nov 20 - Nov 22
In one month
Dec 4 - Dec 6
In two months
Jan 1 - Jan 3

Our top choices for Wingina condo rentals

A living room with a fireplace, a television mounted above it, a bookshelf, and a chair with a patterned cushion.

1. New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly

New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly
Roseland
9.6 out of 10, Exceptional, (163 reviews)
"Perfect condo for couple. Two bathrooms, big kitchen, big porch, big living area."
United States
Kathleen K.
The price is CA $154
CA $331 total
includes taxes & fees
Nov 15 - Nov 16
New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly
A two-story house with a front porch, a mailbox, and a wooden fence.

2. 2 minutes from the shops and activities; Cozy 1 bedroom end unit.

2 minutes from the shops and activities; Cozy 1 bedroom end unit.
Wintergreen
9.4 out of 10, Exceptional, (129 reviews)
"Clean property that was well equipped, and easy check in."
United States
Joseph Blaine
The price is CA $138
CA $317 total
includes taxes & fees
Nov 8 - Nov 9
2 minutes from the shops and activities; Cozy 1 bedroom end unit.
A two-story wooden cabin with a wooden deck and a small porch.

3. Walk to Market/Private community outdoor pool!

Walk to Market/Private community outdoor pool!
Wintergreen Resort
9.8 out of 10, Exceptional, (85 reviews)
"Great location. Enjoyed our stay."
United States
Alice W.
The price is CA $138
CA $333 total
includes taxes & fees
Nov 8 - Nov 9
Walk to Market/Private community outdoor pool!
A living room with a fireplace, a sofa, a TV, and a dining area with a table and chairs.

4. Updated! Cozy and clean two bedroom condo.

Updated! Cozy and clean two bedroom condo.
Wintergreen Resort
9.2 out of 10, Wonderful, (38 reviews)
"Great stay for my family!"
United States
Joel M.
The price is CA $138
CA $323 total
includes taxes & fees
Nov 16 - Nov 17
Updated! Cozy and clean two bedroom condo.
A set of stone steps leading up to a house with a light-colored exterior.

5. Escape to the Blue Ridge Mountains at Wine-tergreen!

Escape to the Blue Ridge Mountains at Wine-tergreen!
Wintergreen Resort
9.6 out of 10, Exceptional, (132 reviews)
"Close to Ski lifts and great for a weekend stay!"
United States
Jennifer D.
The price is CA $162
CA $344 total
includes taxes & fees
Nov 11 - Nov 12
Escape to the Blue Ridge Mountains at Wine-tergreen!
A balcony with a table and chairs, offering a view of a mountainous landscape.

6. 2br/2ba: Million Dollar View from Luxury Condo on the Ridge.

2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
Roseland
9.0 out of 10, Wonderful, (338 reviews)
"We enjoyed our time at the stay. "
United States
michael b.
The price is CA $131
CA $334 total
includes taxes & fees
Nov 9 - Nov 10
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
An aerial view of a residential area with multiple houses surrounded by dense forest, featuring a central building with a prominent roof and a well-lit driveway.

7. Northridge 07 With Wintergreen Advantage

Northridge 07 With Wintergreen Advantage
Wintergreen
10.0 out of 10, Exceptional, (1 review)
"Good Stay! Clean, need to have a lock on master bathroom. Door slides"
United States
William M.
The price is CA $208
CA $372 total
includes taxes & fees
Nov 9 - Nov 10
Northridge 07 With Wintergreen Advantage
A two-story log cabin with a balcony, a staircase, and a snow-covered roof.

8. Pet-Friendly Retreat Walk to Slopes & Village!

Pet-Friendly Retreat Walk to Slopes & Village!
Wintergreen Resort
10.0 out of 10, Exceptional, (2 reviews)
"A wonderful place to stay comfortable beds. The place was nice and clean "
United States
Denise P.
The price is CA $157
CA $380 total
includes taxes & fees
Nov 9 - Nov 10
Pet-Friendly Retreat Walk to Slopes & Village!
A covered deck with wicker furniture, a black ottoman, and a sliding glass door leading to a forested area.

9. Wintergreen Condo -Steps to Ski and restaurants

Wintergreen Condo -Steps to Ski and restaurants
Wintergreen Resort
9.8 out of 10, Exceptional, (39 reviews)
"It was a fine place for our family to stay during our staycation!"
United States
Alicia G.
The price is CA $186
CA $403 total
includes taxes & fees
Nov 7 - Nov 8
Wintergreen Condo -Steps to Ski and restaurants
Exterior

10. Diamond Hill Studio 09 with Wintergreen Advantage

Diamond Hill Studio 09 with Wintergreen Advantage
Wintergreen
10.0 out of 10, Exceptional, (3 reviews)
"Great location and cozy condo! "
United States
Molly M.
The price is CA $222
CA $358 total
includes taxes & fees
Nov 8 - Nov 9
Diamond Hill Studio 09 with Wintergreen Advantage
Exterior

11. Stoneridge 43 with Wintergreen Advantage

Stoneridge 43 with Wintergreen Advantage
Wintergreen
The price is CA $208
CA $375 total
includes taxes & fees
Nov 7 - Nov 8
Stoneridge 43 with Wintergreen Advantage
Exterior

12. Mountain Inn Lodge 79 with Wintergreen Advantage

Mountain Inn Lodge 79 with Wintergreen Advantage
Wintergreen
10.0 out of 10, Exceptional, (1 review)
"The Wintergreen resort is beautiful, and this rented condo more than met our expectations. It was very clean and well-stocked with dishes/cookware/utensils/Keurig coffee machine, towels, hair dryers (2), and toiletries. The unit has two TVs complete with 123 cable channels. The bed in the loft is very comfortable. We plan to stay there again in the future. "
United States
Marlena E B.
The price is CA $194
CA $332 total
includes taxes & fees
Nov 8 - Nov 9
Mountain Inn Lodge 79 with Wintergreen Advantage
Exterior

13. Mountain Inn Studio 94 with Wintergreen Advantage

Mountain Inn Studio 94 with Wintergreen Advantage
Wintergreen
The price is CA $180
CA $301 total
includes taxes & fees
Nov 13 - Nov 14
Mountain Inn Studio 94 with Wintergreen Advantage
Gather around the stone fireplace after a day on the mountain, with a large-screen TV above and the deck just steps away.

14. Treetop Sunset Deck, 2 Upscale King Bedrooms, Fireplace, Walk to Spa & Trails

Treetop Sunset Deck, 2 Upscale King Bedrooms, Fireplace, Walk to Spa & Trails
Wintergreen Resort
10.0 out of 10, Exceptional, (9 reviews)
The price is CA $203
CA $443 total
includes taxes & fees
Nov 18 - Nov 19
Treetop Sunset Deck, 2 Upscale King Bedrooms, Fireplace, Walk to Spa & Trails
A two-story house with a stone foundation, a large front porch, and a chimney.

15. Cozy Wintergreen Ski Resort Retreat • Panoramic Views • Fireplace

Cozy Wintergreen Ski Resort Retreat • Panoramic Views • Fireplace
Wintergreen Resort
10.0 out of 10, Exceptional, (128 reviews)
"Nice condo in a nice resort. House has everything you need and more."
United States
Thomas B.
The price is CA $190
CA $383 total
includes taxes & fees
Nov 9 - Nov 10
Cozy Wintergreen Ski Resort Retreat • Panoramic Views • Fireplace
A modern living room with a gray sectional sofa, a small coffee table, and a flat-screen TV mounted on the wall. Large windows provide a view of the cityscape.

16. Mountain View Vista

Mountain View Vista
2.0 star property
Nellysford
The price is CA $246
CA $418 total
includes taxes & fees
Nov 15 - Nov 16
Mountain View Vista
A wooden deck with a sofa and a wicker chair, overlooking a lush green landscape with mountains.

17. Luxury Condo in the Sky! Finest in Wintergreen!

Luxury Condo in the Sky! Finest in Wintergreen!
Wintergreen Resort
10.0 out of 10, Exceptional, (48 reviews)
"Views were amazing!"
United States
Sang Rea
The price is CA $199
CA $432 total
includes taxes & fees
Nov 8 - Nov 9
Luxury Condo in the Sky! Finest in Wintergreen!
Private kitchen

18. "Fall" in love · Short drive to Blue Ridge Pkwy · Walk 2 resort & dining

"Fall" in love · Short drive to Blue Ridge Pkwy · Walk 2 resort & dining
Wintergreen Resort
10.0 out of 10, Exceptional, (44 reviews)
"Great stay and super responsive hosts! Really enjoyed my stay."
United States
Amy K.
The price is CA $194
CA $486 total
includes taxes & fees
Nov 9 - Nov 10
"Fall" in love · Short drive to Blue Ridge Pkwy · Walk 2 resort & dining
Exterior

19. Timbers Studio 05 with Wintergreen Advantage

Timbers Studio 05 with Wintergreen Advantage
Wintergreen
10.0 out of 10, Exceptional, (1 review)
The price is CA $222
CA $358 total
includes taxes & fees
Nov 8 - Nov 9
Timbers Studio 05 with Wintergreen Advantage
Exterior

20. Cliffs 21 with Wintergreen Advantage

Cliffs 21 with Wintergreen Advantage
Wintergreen
The price is CA $229
CA $401 total
includes taxes & fees
Nov 9 - Nov 10
Cliffs 21 with Wintergreen Advantage
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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